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Record W2315340777 · doi:10.1021/om200848d

Neutral and Cationic Tridentate Bis(N-heterocyclic carbene) Ether Ruthenium Alkylidene Complexes in Metathesis

2012· article· en· W2315340777 on OpenAlexaff
C.L. Lund, Michael J. Sgro, Douglas W. Stephan

Bibliographic record

VenueOrganometallics · 2012
Typearticle
Languageen
FieldChemistry
TopicSynthetic Organic Chemistry Methods
Canadian institutionsUniversity of Toronto
Fundersnot available
KeywordsROMPChemistryMetathesisCarbeneCationic polymerizationMedicinal chemistrySalt metathesis reactionDimerRutheniumLigand (biochemistry)CatalysisEtherRing-opening metathesis polymerisationHalidePolymer chemistryOrganic chemistryPolymerization

Abstract

fetched live from OpenAlex

The ligand precursors (MeOCH 2 CH 2 ImCH 2 CH 2 ImMe]X 2 (X = Cl ( 2a ), Br ( 2b )) were prepared from reaction of methoxyethylimidazole with a haloethylmethylimidazolium halide. Subsequent conversion to Ag 2 X 2 (MeOCH 2 CH 2 ImCH 2 CH 2 ImMe) (X = Cl ( 3a ), Br ( 3b )) was achieved by treatment with Ag 2 O. Reaction of 3a or 3b with RuCl 2 (PPh 3 ) 3 ( 4 ) afforded RuCl 2 (PPh 3 )(MeOCH 2 CH 2 ImCH 2 CH 2 ImMe) ( 5 ). In a similar fashion treatment of 3a or 3b with RuCl 2 (═CHPh)(PCy 3 ) 2 gave the alkylidene complex RuCl 2 (═CHPh)(MeOCH 2 CH 2 ImCH 2 CH 2 ImMe) ( 6 ). In several standard metathesis tests 6 was shown to be a poor catalyst. The related ligand precursor [O(CH 2 CH 2 ImMe) 2 ][Br] 2 ( 7 ) was prepared, transformed to (AgBr) 2 [O(CH 2 CH 2 ImMe) 2 ] ( 8 ) and reacted with RuCl 2 (═CHPh)(PCy 3 ) 2 to give RuCl 2 (═CHPh)[O(CH 2 CH 2 ImMe) 2 ] ( 9 ). Reaction of 9 with B(C 6 F 5 ) 3 generated the cationic species 10, which was shown to be the dimer [RuCl(═CHPh)(O(CH 2 CH 2 ImMe) 2 )] 2 [ClB(C 6 F 5 ) 3 ] 2 in the solid state. Compound 9 was also ineffective as a metathesis catalyst; however, 10 proved to be a moderately active metathesis catalyst at 45 and 80 °C in RCM, ROMP, and CM test reactions. Structural data for 3a, 5, 6, 9, and 10 are reported, and the implications of this work in catalyst development are considered.

Fetched live from OpenAlex and de-inverted. Abstracts are not stored in this database: the inverted indexes are 8.6 GB of the frame’s 9.3 GB of text, and the host has 13 GB free.

How this classification was reachedexpand

Full frame distilled prediction

Teacher imitation

Not calibrated prevalence, not ground truth. Human validation pending. Learned from the 10,348 direct Codex labels and 10,348 direct Gemma labels. Candidate is the union of thresholded teacher heads; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels or direct frontier model labels.

metaresearch head score (Codex)0.001
metaresearch head score (Gemma)0.000
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesMeta-epidemiology (narrow), Insufficient payload (model declined to judge)
Consensus categoriesnone
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Bench or experimental · Consensus signal: Bench or experimental
GenreCandidate signal: Empirical · Consensus signal: Empirical
Teacher disagreement score0.011
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0010.000
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0000.000
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0030.000

Machine scores (provisional)

The two teacher heads of the student model, read on this work. A score orders the frame for review; it never asserts a category, and the validation status ships verbatim with every row.

Baseline scores from an immature model (maturity gate not passed, 7 training rounds). Scores rank; they never assert a category.

Opus teacher head0.024
GPT teacher head0.273
Teacher spread0.249 · how far apart the two teachers sit on this one work
Validation statusscore_only:v0-immature-baseline · verbatim from the scoring run: score_only means the number may rank works, and no category label ships from it

Classification

machine, unvalidated

Machine predicted; a candidate call from one teacher head, not a consensus.

Study designBench or experimental
Domainnot available
GenreEmpirical

How this classification was reached, model by model and score by score, is at the end of the page under "How this classification was reached".

Quick stats

Citations27
Published2012
Admission routes1
Has abstractyes

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